The film chronicles the days during which photographer Jay Maisel decides to sell his long-time New York home, the historic six-story former Germania Bank Building on the Bowery, for $55 million dollars.

[13] John DeFore of The Hollywood Reporter called Jay Myself "A fascinating look at an artist's life",[2] while Glenn Kenny of The New York Times stated simply "It's a fun journey".

[14] Variety's Owen Gleiberman praised the narration, writing "Wilke[s] views his old mentor with affection, but with a supreme awareness of what a crazy-charismatic crank he can be".

[15] According to Derek Smith of Slant Magazine, "Jay Maisel's former home suggests a bastion of creativity in a neighborhood whose rough edges have been completely sanded down".

[16] Leah Pickett of Chicago Reader wrote in her closing comments that "[i]n the end, the viewer might find herself both feeling the loss at the center of Maisel and Wilkes's letting-go process and craving a similar grotto of her own".